Intermolecular Dehydration
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Intermolecular Dehydration

Alcohols can also undergo a reaction known as intermolecular dehydration in which the H- comes from one alcohol molecule and the -OH comes from another alcohol molecule. When that takes place, a different kind of compound, called an ether, is formed. We will deal with ethers in the next lesson, but we will look at the reaction now.

If you look at the equation shown below (and in Example 10-b in your workbook) you can see what happens to the molecules in this reaction.
H H 
| | 
H-C-C-O-H
| | 
H H 
+   H H
  | |
H-O-C-C-H
  | |
  H H
H2SO4
¾¾¾®
heat
H H   H H
| |   | |
H-C-C-O-C-C-H
| |   | |
H H   H H
+ H2O
If the -OH group comes off of a carbon atom in the first molecule, that carbon atom will have to form a bond to something else. Also, if the hydrogen atom in the second molecule comes off of the oxygen atom, that oxygen atom will have to form a bond to something else. That carbon atom in the first molecule bonds to the oxygen atom in the second molecule and forms a new larger molecule.

63rxn08.JPG (3254 bytes)

Also, a water molecule is formed by the H- and -OH joining together. Of course, the actual mechanism is more involved than that, but, overall, that is the result. This reaction, by the way, is also reversible.

 

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